Movies Like The University of Sing Sing

If you liked The University of Sing Sing (2011), a documentary movie directed by Tim Skousen, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
13th (2016)
★ 7.8/10Also documentary
An in-depth look at the prison system in the United States and how it reveals the nation's history of racial inequality.
2
Come See Me in the Good Light (2025)
★ 7.1/10Also documentary
In an intimate and joyful story of love in the face of loss, celebrated poets Andrea Gibson and Megan Falley find strength—and unexpected hilarity—in what might be their final year together.
3
The Alabama Solution (2025)
★ 6.9/10Also documentary
Incarcerated men defy the odds to expose a cover-up in one of America’s deadliest prison systems.
4
Time (2020)
★ 6.7/10Also documentary
Fox Rich, indomitable matriarch and modern-day abolitionist, strives to keep her family together while fighting for the release of her incarcerated husband. An intimate, epic, and unconventional love story, filmed over…
5
A Toxic Love Story (2026)
★ 6.4/10Also documentary
A string of threatening emails escalates into a revenge plot involving a newly married US marshal and his ex-girlfriend.
6
I Am Heath Ledger (2017)
★ 7.4/10Also documentary
The life and career of an actor, artist, and icon. His own journey through his own camera.
7
As I Was Moving Ahead Occasionally I Saw Brief Glimpses of Beauty (2000)
★ 7.8/10Also documentary
A compilation of over 30 years of private home movie footage shot by Lithuanian-American avant-garde director Jonas Mekas, assembled by Mekas "purely by chance", without concern for chronological order.
8
Sidney (2022)
★ 6.9/10Also documentary
This revealing documentary honors the legendary Sidney Poitier—iconic actor, filmmaker, and civil rights activist. Featuring interviews with Denzel Washington, Spike Lee, Halle Berry, and more.
9
Harry Dean Stanton: Partly Fiction (2013)
★ 6.9/10Also documentary
An impressionistic portrait of the iconic actor Harry Dean Stanton comprised of intimate moments, film clips from some of his 250 films and his renditions of American folk songs.
10
Louis Theroux: Behind Bars (2008)
★ 7.4/10Also documentary
For two weeks, Theroux visits the San Quentin State Prison.
11
Crips and Bloods: Made in America (2009)
★ 6.6/10Also documentary
With a first-person look at the notorious Crips and Bloods, this film examines the conditions that have lead to decades of devastating gang violence among young African Americans growing up in South Los Angeles.
12
Marvel Studios Assembled: The Making of Hawkeye (2022)
★ 7.2/10Also documentary
Join the likes of Jeremy Renner, Hailee Steinfeld, Florence Pugh, and Vincent D’Onofrio as they reveal how Marvel Studios’ “Hawkeye” was conceived and created. Witness firsthand what it took to pull off the show’s…
13
The Curse of the Dragon (1993)
★ 7.2/10Also documentary
A 1993 documentary film about Bruce Lee. The film includes interviews from some of his fellow students and opponents who worked alongside him in his movies.
14
Evil Influencer: The Jodi Hildebrandt Story (2025)
★ 6.2/10Also documentary
Unravel the case of Utah therapist Jodi Hildebrandt, whose child abuse arrest with parenting YouTuber Ruby Franke exposed a twisted tale of manipulation.
15
Drew: The Man Behind the Poster (2013)
★ 7/10Also documentary
A documentary on legendary movie-poster artist Drew Struzan.
16
Being James Bond (2021)
★ 7.8/10Also documentary
Daniel Craig candidly reflects on his 15 year adventure as James Bond. Including never-before-seen archival footage from Casino Royale to the upcoming 25th film No Time To Die, Craig shares his personal memories in…
17
S4: The Bob Lazar Story (2026)
★ 8.4/10Also documentary
Over 35 years after Bob Lazar's revelations, this documentary exposes secrets of a facility the government still denies. Featuring Lazar's testimony, recreations, and new evidence, it reopens a case that continues to…
18
Seduced and Abandoned (2013)
★ 6.2/10Also documentary
SEDUCED AND ABANDONED combines acting legend Alec Baldwin with director James Toback as they lead us on a troublesome and often hilarious journey of raising financing for their next feature film. Moving from director…
19
Ted Bundy: Mind of a Monster (2019)
★ 7.6/10Also documentary
New exclusive access and never before heard testimony gives a unique insight into the mind of America's most notorious serial killer, Ted Bundy. Breathtaking archive from the time and the voice of Bundy himself…
20
My Mom Jayne (2025)
★ 8/10Also documentary
Through deeply personal interviews with her siblings and an examination of the photographs, letters, and belongings left behind, Mariska assembles a new portrait of her mother Jayne Mansfield, an extraordinary and…